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Methyl 1,2,4-Triazole-3-carboxylate: Key Intermediate for Antivirals

Methyl 1,2,4-Triazole-3-carboxylate (MTC), identified by its CAS number 4928-88-5, stands as a pivotal chemical compound in the realm of organic synthesis, particularly within the pharmaceutical industry. This heterocyclic ester, with its distinct molecular structure, plays a critical role as an intermediate in the production of various active pharmaceutical ingredients (APIs) and other complex organic molecules.


Chemically characterized by the molecular formula C4H5N3O2 and a molecular weight of 127.10 g/mol, MTC typically appears as a white crystalline powder. Its physical properties are well-defined: a melting point ranging from 196 to 199 °C, a boiling point of approximately 283.9 °C at 760 mmHg, and a density of 1.38 g/cm3. The flash point is noted at 125.5 °C, indicating its relative stability under standard conditions. Methyl 1,2,4-Triazole-3-carboxylate exhibits good stability when stored under normal temperatures and pressures, making it a reliable material for various industrial applications.


The most significant application of Methyl 1,2,4-Triazole-3-carboxylate lies in its use as a key reactant for the preparation of Ribavirin. Ribavirin, also known as 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide, is a widely recognized broad-spectrum antiviral agent used to treat a range of viral infections, including chronic hepatitis C, respiratory syncytial virus (RSV) infection, and hemorrhagic fever with renal syndrome. The synthesis of Ribavirin relies heavily on MTC as a crucial building block, underscoring its importance in global health and pharmaceutical manufacturing.


Beyond Ribavirin, MTC also serves as a versatile precursor in the synthesis of other nucleoside analogues and a variety of heterocyclic compounds. Its inherent reactivity and structural features make it an attractive starting material for chemists developing new chemical entities with potential therapeutic properties. For instance, it can be utilized in the preparation of 1H-1,2,4-triazole-3-carbohydrazide, further extending its utility in synthetic chemistry.


The synthesis of Methyl 1,2,4-Triazole-3-carboxylate can be achieved through several established routes. One common method involves the esterification of 5-amino-1,2,4-triazole-3-carboxylic acid with methanol. Other reported synthetic pathways include procedures starting from readily available raw materials such as lime nitrogen or ethyl cyanoformate, involving a sequence of reactions including hydrazinolysis, condensation, esterification, and deamination. These diverse synthetic routes ensure the availability of MTC for various industrial scales and purity requirements.


Ensuring the high purity of Methyl 1,2,4-Triazole-3-carboxylate is paramount, especially when it is destined for pharmaceutical applications. Reputable manufacturers typically offer this compound with a purity of 95% or higher, often exceeding 98% or 99%, to meet stringent industry standards. Quality control measures, including advanced analytical techniques such as HPLC and NMR, are essential to confirm the identity, purity, and consistency of each batch.


When considering the acquisition of this vital chemical, prospective buyers should seek a reliable supplier known for consistent quality and adherence to global regulatory guidelines. The price of Methyl 1,2,4-Triazole-3-carboxylate can vary based on purity, quantity, and market dynamics, but a transparent and competitive pricing structure is generally expected from leading chemical providers. For those looking to buy or purchase Methyl 1,2,4-Triazole-3-carboxylate, engaging directly with experienced manufacturers or established distributors is recommended to ensure authenticity, quality assurance, and efficient delivery. This ensures a seamless supply chain for critical pharmaceutical and research needs.

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